反应详情

A suspension of N-(3-bromopropyl)acetoacetamide (4.50 g, 20.3 mmol, 1.00 equiv), 1,2,3,4-tetrahydroisoquinoline (3.30 mL, 26.3 mmol, 1.30 equiv), K2CO3 (3.64 g, 26.3 mmol, 1.30 equiv), and KI (330 mg, 1.99 mmol, 0.10 equiv) in acetone (60 mL) was stirred at reflux for 14 hours. The mixture was cooled to room temperature, filtered, and concentrated. The residue was purified by flash chromatography (SiO2, MeOH--EtOAc 0:1 to 1:9) to give 1.78 g (43%) of light yellow oil, which was characterized spectroscopically. N-(3-Bromopropyl)acetoacetamide (1.20 g) was also recovered.

1. temperatureat reflux for 14 hours
2. filtrationfiltered
3. concentrationconcentrated
4. customThe residue was purified by flash chromatography (SiO2, MeOH--EtOAc 0:1 to 1:9)
5. customto give 1.78 g (43%) of light yellow oil, which
6. customN-(3-Bromopropyl)acetoacetamide (1.20 g) was also recovered